Nitrogen analogues of haematoporphyrin and haematoporphyrin derivative.
AffiliationDepartment of Chemistry and Chemical Engineering, University of Paisley, Renfrewshire, Scotland, UK.
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AbstractThe preparation of a number of amines related to haematoporphyrin (HP) and haematoporphyrin derivative (HPD) have been studied and their composition and structure discussed through examination of their 1H, 13C NMR and mass spectral data and other physical properties. In vitro biological studies have been carried out and have shown these amines to have a similar photodynamic efficiency to that of HPD. One of these showed cytotoxic properties at exceptionally low light energy levels.
CitationNitrogen analogues of haematoporphyrin and haematoporphyrin derivative. 1992, 67 (2-3):175-85 Cancer Lett.
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- Authors: Li BH, Xie SS, Lu ZK
- Issue date: 2002 Dec
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Aggregation effects on the photophysical properties of porphyrins in relation to mechanisms involved in photodynamic therapy.Redmond, R; Land, Edward J; Truscott, T G; Paterson Laboratories, The Christie Hospital and Holt Radium Institute, Manchester, M20 9BX, UK. (1985)
Mechanisms behind the resistance of spheroids to photodynamic treatment: a flow cytometry study.West, Catharine M L; Moore, James V; Department of Experimental Radiation Oncology, Paterson Institute for Cancer Research, Christie Hospital, Manchester, U.K. (1992-03)The influence of cell heterogeneity on response to photodynamic treatment (PDT) has been investigated using the human colon adenocarcinoma line WiDr, grown as spheroids and exposed to hematoporphyrin derivative. The spheroids show a marked spheroid size-dependent resistance to PDT. Using a flow cytometer, cell sub-populations have been separated, on the basis of drug fluorescence, from single cell suspensions prepared from 500 microm diameter spheroids. Cells low in fluorescence have been shown to be resistant to PDT, have a smaller median cell volume, and be enhanced in G1-type cells. These cells also show reduced low density lipoprotein uptake. The results suggest that spheroid size-dependent resistance to PDT is related to a decreasing growth fraction with increasing spheroid size. Heterogeneity of drug uptake could be a potential limitation to clinical PDT.
Dose-response relationships for photodynamic injury to murine skin.Moore, James V; Keene, J P; Land, Edward J; Departments of Radiobiology, Physics and Instrumentation, and Biophysical Chemistry, Paterson Laboratories, Christie Hospital and Holt Radium Institute, Manchester M20 9BX (1986-03)Oedema and necrosis of murine tail skin have been measured after intravenous injection of haematoporphyrin derivative ("Photofrin", or PhI) followed 24 h later by graded exposures of the tail to full-spectrum visible light from a quartz-halogen lamp. End-points were degree of oedema and the proportion of mice in a dose-group that developed skin necrosis and tail atrophy. Oedema developed within 24 h of illumination and was a function of PhI dose and duration of light exposure. Onset of necrosis occurred after a minimum of 5 days and onset time was an inverse function of exposure time. Probit plots of proportion of necroses versus light exposure yielded values for ND50 (exposure corresponding to 50% incidence of necrosis) and l/slope. At the high but non-toxic dose of 2 mg PhI/mouse, ND50 was 18 min, l/slope 4 min, for pigmented BDF1 mice. Halving the PhI dose increased ND50 by a factor of 1.9. Albino BALB/c mice were markedly more sensitive to 2 mg PhI plus light than BDF1 mice: the ND50 was 7 min. Temporary occlusion of the blood supply to the tail (10 min before and during illumination) abrogated totally the oedematous and necrotic reactions to photodynamic therapy.